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5459-93-8 Usage

Description

N-Ethylcyclohexylamine is an organic compound with the chemical formula C8H17N. It is a colorless liquid with a strong, fishy odor and is soluble in water. It is used as an intermediate in the production of herbicides and pharmaceuticals.

Uses

Used in Herbicide Production:
N-Ethylcyclohexylamine is used as an intermediate in the production of herbicides. It is used for its ability to react with other chemicals to form active ingredients in herbicides, which are used to control, kill, or inhibit the growth of unwanted plants.
Used in Pharmaceutical Production:
N-Ethylcyclohexylamine is also used as an intermediate in the production of pharmaceuticals. It is used for its ability to react with other chemicals to form active pharmaceutical ingredients, which are used to treat various medical conditions.
Used in Synthesis of Isatin-Mannich Bases:
N-Ethylcyclohexylamine can be used in the synthesis of a series of isatin-Mannich bases. These compounds have potential applications in the development of new drugs and pharmaceuticals, as well as in the synthesis of other organic compounds.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 6749, 1996 DOI: 10.1016/S0040-4039(96)01458-X

Air & Water Reactions

Highly flammable. Slightly soluble in water.

Reactivity Profile

N-Ethylcyclohexylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Hazard

Corrosive and toxic.

Health Hazard

Inhalation of high concentration of vapor will produce irritation of the respiratory tract and lungs. Inhalation of large quantities of vapor may be fatal.

Fire Hazard

Behavior in Fire: Dangerous when exposed to heat or flame. Can react vigorously with oxidizing materials.

Safety Profile

Moderately toxic by ingestion, inhalation, and skin contact. A severe skin and eye irritant. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fKe, use alcohol foam, mist, spray, dry chemical. See also AMINES

Check Digit Verification of cas no

The CAS Registry Mumber 5459-93-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,5 and 9 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 5459-93:
(6*5)+(5*4)+(4*5)+(3*9)+(2*9)+(1*3)=118
118 % 10 = 8
So 5459-93-8 is a valid CAS Registry Number.
InChI:InChI=1/C22H27FN2/c23-20-8-12-22(13-9-20)25-16-14-24(15-17-25)21-10-6-19(7-11-21)18-4-2-1-3-5-18/h1-5,8-9,12-13,19,21H,6-7,10-11,14-17H2

5459-93-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L14221)  N-Ethylcyclohexylamine, 97%   

  • 5459-93-8

  • 25ml

  • 212.0CNY

  • Detail
  • Alfa Aesar

  • (L14221)  N-Ethylcyclohexylamine, 97%   

  • 5459-93-8

  • 100ml

  • 400.0CNY

  • Detail
  • Supelco

  • (MET502A)  N-Ethylcyclohexylamine  analytical standard

  • 5459-93-8

  • MET502A

  • 429.39CNY

  • Detail

5459-93-8Relevant articles and documents

A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics

García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.

supporting information, (2022/01/04)

The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3-nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation of related substituent parameters (nfPB, nfAB), providing a means of calculating NFB values for a range of Lewis bases that extends far beyond those experimentally derived. The utility of the nucleofugality parameter is explored by the correlation of the substituent parameter nfPB with the hydrolyses rates of a series of alkyl and aryl MIDA boronates under neutral conditions. This has allowed the identification of MIDA boronates with heteroatoms proximal to the reacting center, showing unusual kinetic lability or stability to hydrolysis.

Understanding the Role of Protic Ionic Liquids (PILs) in Reactive Systems: Rational Selection of PILs for the Design of Green Synthesis Strategies for Allylic Amines and β-Amino Esters

Bravo, María V.,Fernández, José L.,Adam, Claudia G.,Della Rosa, Claudia D.

, p. 919 - 926 (2019/07/31)

The reactive behaviour of protic ionic liquids (PILs) has been shown to be governed not only by their chemical structures but also by their global compositions, which include the presence of free acids and bases at equilibrium with ionic pairs. Six PILs composed of primary, secondary, or tertiary alkyl ammonium cations with two couterions, nitrate or acetate, were tested in model reactions with unsaturated substrates. The free species that were naturally present in these liquids were identified by cyclic voltammetry. Only tributylammonium nitrate was found to be mostly composed just of the ionic pair; the other five PILs also contain variable amounts of free acid and amine. In reactive systems, these free species determine the products of the reaction. In particular, allylic amines and β-amino esters were obtained in good yields (91 and 75 %, respectively) by reaction of conjugated dienes and acrylates in the presence of PILs. By taking into account the actual composition of each PIL, it was possible to direct the reaction path towards a specific product with good yields, to ensure acid catalysis, to avoid polymerization of the substrate, and to promote phase transfer of products. These results establish some useful guidelines for the rational design of new PIL-based one-step synthetic strategies.

Photometric Characterization of the Reductive Amination Scope of the Imine Reductases from Streptomyces tsukubaensis and Streptomyces ipomoeae

Matzel, Philipp,Krautschick, Lukas,H?hne, Matthias

, p. 2022 - 2027 (2017/10/07)

Imine reductases (IREDs) have emerged as promising enzymes for the asymmetric synthesis of secondary and tertiary amines starting from carbonyl substrates. Screening the substrate specificity of the reductive amination reaction is usually performed by time-consuming GC analytics. We found two highly active IREDs in our enzyme collection, IR-20 from Streptomyces tsukubaensis and IR-Sip from Streptomyces ipomoeae, that allowed a comprehensive substrate screening with a photometric NADPH assay. We screened 39 carbonyl substrates combined with 17 amines as nucleophiles. Activity data from 663 combinations provided a clear picture about substrate specificity and capabilities in the reductive amination of these enzymes. Besides aliphatic aldehydes, the IREDs accepted various cyclic (C4–C8) and acyclic ketones, preferentially with methylamine. IR-Sip also accepted a range of primary and secondary amines as nucleophiles. In biocatalytic reactions, IR-Sip converted (R)-3-methylcyclohexanone with dimethylamine or pyrrolidine with high diastereoselectivity (>94–96 % de). The nucleophile acceptor spectrum depended on the carbonyl substrate employed. The conversion of well-accepted substrates could also be detected if crude lysates were employed as the enzyme source.

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